Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester

Base Information

• Chemical Name: Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester
• CAS No.: 112146-69-7
• Molecular Formula: C₄₈H₅₄O₁₇
• Molecular Weight: 902.947
• Mol file: 112146-69-7.mol

Synonyms:Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester

Chemical Property of Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester

There total 8 articles about Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

succinic acid anhydride (108-30-5) + Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-((S)-2-benzyloxymethoxy-3-hydroxy-propoxy)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester (112146-36-8) → Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester (112146-69-7)

Guidance literature:

With dmap; In pyridine; at 45 ℃; for 2h;

DOI:10.1016/S0040-4039(01)81041-8

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester (112146-69-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / N,N-diisopropylethylamine (DIPEA) / acetonitrile / 3 h / 40 °C

2: KOtBu / methanol; dioxane / 2 h / 20 °C

3: 80 percent / pyridine / 0.75 h / 20 °C

4: 1.) N-methylimidazole (NMI) 2.) 1,5-cyclo-octadiene-bisiridium hexafluorophosphate / 1.)pyridine 2.) 20 degC, 4h

5: 90 percent / HgO, HgCl₂ / acetone; H₂O / 0.67 h / 20 °C

6: 90 percent / 4(dimethylamino)pyridine / pyridine / 2 h / 45 °C

With 1-methyl-1H-imidazole; dmap; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In 1,4-dioxane; pyridine; methanol; water; acetone; acetonitrile;

DOI:10.1016/S0040-4039(01)81041-8

Reference yield:

(2R,3R,4S,5R,6R)-2-((S)-3-Allyloxy-2-benzyloxymethoxy-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (112146-72-2) → Succinic acid mono-((R)-2-benzyloxymethoxy-3-{(2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-2-yloxy}-propyl) ester (112146-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / pyridine / 0.75 h / 20 °C

2: 1.) N-methylimidazole (NMI) 2.) 1,5-cyclo-octadiene-bisiridium hexafluorophosphate / 1.)pyridine 2.) 20 degC, 4h

3: 90 percent / HgO, HgCl₂ / acetone; H₂O / 0.67 h / 20 °C

4: 90 percent / 4(dimethylamino)pyridine / pyridine / 2 h / 45 °C

With 1-methyl-1H-imidazole; dmap; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; mercury dichloride; mercury(II) oxide; In pyridine; water; acetone;

DOI:10.1016/S0040-4039(01)81041-8

upstream raw materials:

succinic acid anhydride

Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-((S)-2-benzyloxymethoxy-3-hydroxy-propoxy)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester

Benzyloxymethyl chloride

(2R,3R,4S,5R,6R)-2-((S)-3-Allyloxy-2-benzyloxymethoxy-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol